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Incorporation of Stable Pseudopeptide Bonds: Methylene Amino, Thioether, and Hydroxyethylene Derivatives

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The introduction of pseudopeptide bonds (amide bond surrogates) into the peptide backbone during synthesis is now a common technique in peptide chemistry (1 ). These pseudo-peptide bonds are introduced in order to satisfy criteria such as stability to enzymatic degradation, transition state analogs/enzyme inhibition, alteration in peptide backbone conformation (with corresponding changes in flexibility and hydrogen-bonding character), increased receptor specificity, increased potency, and biological responses (2 ).
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